Diastereoselective Diboration of Cyclic Alkenes: Application to the Synthesis of Aristeromycin

Article abstract of DOI:10.1021/acs.orglett.1c00353

The Pt-catalyzed diboration of cyclic alkenes is extended to unsaturated heterocycles and bicyclic compounds and can be accomplished in a diastereoselective fashion. The optimal procedures, substrate scope, and diastereoselectivity were investigated, and examples employing both homogeneous and heterogeneous catalysis were examined. Lastly, application to the construction of the nucleoside analog (±)-aristeromycin was conducted.